Guenter Neef

Unusual stereochemical course of epoxide rearrangement in a carvone-derived series

Abstract Carvone-derived 2,3-epoxy alcohol derivatives rearrange with stereoselective formation of ring-contracted ketones. In contrast to previously described similar processes, the stereochemical result seems to be independent of epoxide configuration.

An unusual proximity effect observed in a quinol bis-epoxide series

Abstract The favorable intramolecular relationship between a benzyl ether group and a chiral quinol bis-epoxide moiety is shown to cause a peculiar type of rearrangement followed by a cascade of acid-catalyzed events that result in the formation of a new, highly strained polycyclic system.